(2R,3R,4R,5S,6S)-5-{[(2S,3R,4S,5S,6R)-3-fluoro-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol

• ChemBase ID: 3774
• Molecular Formular: C12H21FO10
• Molecular Mass: 344.2875432
• Monoisotopic Mass: 344.11187509
• SMILES: OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@H]2CO)[C@H](F)[C@@H](O)[C@@H]1O
• Canonical SMILES: OC[C@@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1F)O)O)O)O
• InChI: InChI=1S/C12H21FO10/c13-5-7(17)6(16)3(1-14)22-12(5)23-10-4(2-15)21-11(20)9(19)8(10)18/h3-12,14-20H,1-2H2/t3-,4+,5-,6-,7-,8-,9-,10-,11-,12+/m1/s1
• InChIKey: KWMZPXRIEZDXAQ-DHRRBEGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R,5S,6S)-5-{[(2S,3R,4S,5S,6R)-3-fluoro-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• IUPAC Traditional name: (2R,3R,4R,5S,6S)-5-{[(2S,3R,4S,5S,6R)-3-fluoro-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-(hydroxymethyl)oxane-2,3,4-triol
• Synonyms: 2-Fluoro-2-Deoxy-Beta-D-Galactopyranosyl-Beta-D-Glucopyranose

Database IDs

• PubChem SID: 46504654; 160967211
• PubChem CID: 46936904

CALCULATED PROPERTIES

JChem

• Acid pKa: 11.280013
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -3.8122838
• LogD (pH = 7.4): -3.8123403
• Log P: -3.812283
• Molar Refractivity: 66.6446 cm^3
• Polarizability: 28.150331 Å^3
• Polar Surface Area: 169.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: -2.09
• LOG S: -0.07
• Solubility (Water): 2.90e+02 g/l

DETAILS

DrugBank - DB04155

Drug information: experimental